EP4267648A1 - Elastomergel aus epoxidiertem pflanzenöl und verwendungen davon - Google Patents

Elastomergel aus epoxidiertem pflanzenöl und verwendungen davon

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Publication number
EP4267648A1
EP4267648A1 EP21856998.6A EP21856998A EP4267648A1 EP 4267648 A1 EP4267648 A1 EP 4267648A1 EP 21856998 A EP21856998 A EP 21856998A EP 4267648 A1 EP4267648 A1 EP 4267648A1
Authority
EP
European Patent Office
Prior art keywords
group
acid
oil
elastomer
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP21856998.6A
Other languages
English (en)
French (fr)
Inventor
Xu QIN
Benjamin Falk
Mana TAMAMI
Yuriy GALABURA
Amar PAWAR
Roland Wagner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Momentive Performance Materials Inc
Original Assignee
Momentive Performance Materials Inc
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Filing date
Publication date
Application filed by Momentive Performance Materials Inc filed Critical Momentive Performance Materials Inc
Publication of EP4267648A1 publication Critical patent/EP4267648A1/de
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32—Epoxy compounds containing three or more epoxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/007—Preparations for dry skin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/02—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C211/09—Diamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
    • C07C55/02—Dicarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/01—Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D305/08—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C08G59/4207—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof aliphatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C08G59/4215—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof cycloaliphatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/50—Amines
    • C08G59/5006—Amines aliphatic
    • C08G59/5013—Amines aliphatic containing more than seven carbon atoms, e.g. fatty amines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/62—Alcohols or phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/62—Alcohols or phenols
    • C08G59/625—Hydroxyacids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06—Lipsticks
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present disclosure relates to elastomers comprising the reaction product of at least one epoxidized molecule and at least one crosslinker and methods of preparing such compositions. Further, these elastomers can be converted to elastomer gels. The present disclosure also relates to personal care formulations containing such elastomers or elastomer gels.
  • Silicone gels are commonly added in a variety of personal care formulations to enhance their aesthetics with respect to sensory, texture, rheology, and optical performance. See for example, U.S. Patent. No. 4,987,169; 5,654,362; 5,760,116; 6,423,322; and 5,811,487.
  • silicone gels have limited versatility in terms of compatibility with many natural oils, ester oils, and other biobased ingredients which have growing interest in personal care formulation.
  • silicone polymers are difficult to degrade, biologically or otherwise.
  • Particular silicone compounds used in various personal care products cyclic siloxanes D4 (octamethylcyclotetrasiloxane) and D5 (decamethylcyclopentasiloxane), are air and water pollutants and show negative health effects on test animals.
  • biodegradable natural polymers gel made from biorenewable raw material with no health and environmental concerns is highly desirable.
  • Vegetable oils or natural oils are one of the most promising raw materials for the synthesis of renewable compounds. These natural materials are inexpensive, highly abundant, come from reliable and sustainable sources, and have high potential for modification. Vegetable oils are triglycerides which contains different kinds of unsaturated fatty acids and saturated fatty acids with varying carbon chain lengths. Soybean oil, as an example, has three unsaturated fatty acids with average unsaturation degree of 4.6. Epoxidized vegetable oil (EVO) are functionalized triglyceride with oxirane ring moieties.
  • EVO Epoxidized vegetable oil
  • Epoxidized soybean oil has been used as a composite (Thielemans W., et al., Journal of Applied Polymer Science, 2002, 83 :323-331 and Lu J., et al., Polymer, 2005, 46:71-80), a lubricant, a plasticizer, a thermal stabilizer (Lathi P. S., Applied Catalysis B. Environmental, 2007, 69:207-212, Demertzis P. G. et al., European Polymer Journal, 1991, 27(3):231-235 and Liu P. et al., Polymer Degradation and Stability, 2007, 92:503-508), and flooring materials (U.S. Patent. No. 7, 196,124).
  • the disclosure relates to elastomer comprising the reaction product of at least one epoxidized molecule and at least one crosslinker.
  • the at least one epoxidized molecule is a compound of formula (I) wherein
  • R 1 is C6-Cioo,ooo alkyl group, Ce-Cioo,ooo heteroalkyl group, Ce-Cioo,ooo alkene group, Ce-C 100,000 heteroalkene group, Ce-C 100,000 alkyne group, Ce-C 100,000 heteroalkyne group, Ce-Cioo,ooo cyclic group, or Ce-Cioo,ooo heterocyclic group;
  • R 2 is hydrogen, Ci-Cioo,ooo alkyl group, Ci-Cioo,ooo heteroalkyl group, C2-Cioo,ooo alkene group, C2-C 100,000 heteroalkene group, C2-C 100,000 alkyne group, C2-C 100,000 heteroalkyne group, C3-Cioo,ooo cyclic group, or C3-Cioo,ooo heterocyclic group; and m is an integer from 2 to 1,000.
  • the disclosure relates to an elastomer prepared by reacting at least one epoxidized molecule and at least one crosslinker in the presence of a first solvent thereby forming a crosslinking polymer structure.
  • the disclosure relates to a method of preparing an elastomer comprising reacting at least one epoxidized molecule and at least one crosslinker in the presence of a first solvent thereby forming a crosslinking polymer structure.
  • the disclosure relates to a personal care formulation comprising a gel prepared from an elastomer composition that is the reaction product of at least one epoxidized molecule and at least one crosslinker.
  • the disclosure relates to use of a gel described herein for personal care formulations.
  • any atom with unsatisfied valences is assumed to have hydrogen atoms sufficient to satisfy the valences.
  • alkyl refers to a straight- or branched-chain aliphatic hydrocarbon containing one to two hundred carbon atoms, i.e., a C2-C200 alkyl, or the number of carbon atoms designated, e.g., a Ci alkyl such as methyl, a C2 alkyl such as ethyl, etc.
  • the alkyl is a C2-C200 alkyl group.
  • the alkyl is a Ce-Ceo alkyl group.
  • the alkyl is a C5-C22 alkyl group. Examples of alkyl group include butyl, octyl, decyl, lauryl, cetyl (palmityl), and stearyl.
  • alkene refers to an alkyl group containing one, two, three, or more carbon-to-carbon double bonds.
  • the alkene group is a C2-C200 alkene group.
  • the alkene group is a Ce-Ceo alkene group.
  • the alkene group is a Ce-Ceo alkene group.
  • the alkene group is a C5-C22 alkene group. Examples of alkene include linoleyl, oleyl, dilinoleyl, and trilinoleyl.
  • alkyne refers to an alkyl group containing one, two, three, or more carbon-to-carbon triple bonds.
  • the alkyne is a C2-C200 alkyne group.
  • cyclic refers to a stable cyclic compound containing three or more carbon atoms.
  • the cyclic is a C3-C200 cyclic group.
  • the cyclic is a Ce-Ceo cyclic group.
  • the cyclic is a C5-C22 cyclic group.
  • Examples of cyclic compound include benzene, cyclopentane, and cyclohexane.
  • heteroalkyl refers to a stable straight or branched chain alkyl radical containing 2 to 200 carbon atoms and at least one heteroatoms, which can be the same or different, selected from O, N, or S, wherein the sulfur atom(s) can optionally be oxidized.
  • the heteroatoms can be placed at any interior position of the heteroalkyl group or at a position at which the heteroalkyl group is attached to the remainder of the molecule.
  • the heteroalkyl is a C2-C60 heteroalkyl group. Examples include, but are not limited to, hydroxy ethylene, hydroxy stearyl, glyceryl stearyl, succinyl, adipoyl, and sebacoyl.
  • heteroalkene refers to a stable straight or branched chain alkene radical containing 2 to 200 carbon atoms and at least one heteroatoms, which can be the same or different, selected from O, N, or S, wherein the sulfur atom(s) can optionally be oxidized.
  • the heteroatoms can be placed at any interior position of the heteroalkyl group or at a position at which the heteroalkyl group is attached to the remainder of the molecule.
  • heteroalkene compound include oleoyl, ricinolyl, and linoleoyl
  • heteroalkyne refers to a stable straight or branched chain alkyne radical containing 2 to 200 carbon atoms and at least one heteroatoms, which can be the same or different, selected from O, N, or S, wherein the sulfur atom(s) can optionally be oxidized.
  • the heteroatoms can be placed at any interior position of the heteroalkyl group or at a position at which the heteroalkyl group is attached to the remainder of the molecule.
  • heterocyclic refers to a stable cyclic compound containing two or more carbon atoms and at least one heteroatom, which can be the same or different, selected from O, N, or S.
  • the heterocyclic is a C2-C200 heterocyclic group.
  • the heterocyclic is Ce-Ceo heterocyclic group. Examples include, but are not limited to, furan, oxolane, and thiophene.
  • the present disclosure is directed to elastomer comprising the reaction product of at least one epoxidized molecule and at least one crosslinker.
  • elastomer comprising the reaction product of at least one epoxidized molecule and at least one crosslinker.
  • the at least one epoxidized molecule is a compound of formula (I) wherein
  • R 1 is C6-Cioo,ooo alkyl group, Ce-Cioo,ooo heteroalkyl group, Ce-Cioo,ooo alkene group, Ce-C 100,000 heteroalkene group, Ce-C 100,000 alkyne group, Ce-C 100,000 heteroalkyne group, Ce-Cioo,ooo cyclic group, or Ce-Cioo,ooo heterocyclic group;
  • R 2 is hydrogen, Ci-Cioo,ooo alkyl group, Ci-Cioo,ooo heteroalkyl group, C2-Cioo,ooo alkene group, C2-C 100,000 heteroalkene group, C2-C 100,000 alkyne group, C2-C 100,000 heteroalkyne group, C3-Cioo,ooo cyclic group, or C3-Cioo,ooo heterocyclic group; and m is an integer from 2 to 1,000.
  • the at least one epoxidized molecule may be an epoxidized vegetable oil.
  • the epoxidized vegetable oil may be selected from the group consisting of epoxidized soybean oil, epoxidized safflower oil, epoxidized linseed oil, epoxidized corn oil, epoxidized sunflower oil, epoxidized olive oil, epoxidized canola oil, epoxidized sesame oil, epoxidized cottonseed oil, epoxidized palm oil, epoxidized rapeseed oil, epoxidized tung oil, epoxidized fish oil, epoxidized peanut oil, epoxidized cuphea oil, epoxidized milkweed oil, epoxidized salicornia oil, epoxidized high oleic safflower oil, epoxidized high oleic soybean oil, epoxidized high oleic soybean oil, epoxidized high o
  • the epoxidized vegetable oil may be epoxidized soybean oil, epoxidized linseed oil, and combinations thereof. In yet a further aspect, the epoxidized vegetable oil may be epoxidized soybean oil.
  • the epoxidized vegetable oil may be prepared by treating a vegetable oil with a peroxyacid to fully epoxidized the double bonds in the vegetable oil.
  • Epoxidation of vegetable oils may be carried out as described by Qureshi et al. Polymer Science and Technology, Vol. 17, Plenum Press, p. 250, the entire contents of which is hereby incorporated by reference. Additional methods for epoxidation of vegetable oils are generally known in the art.
  • the epoxidation reaction is carried to completion.
  • the epoxidation may be carried out by reacting milkweed oil with formic acid and hydrogen peroxide at about 75 °C.
  • the degree of epoxidation may be greater than 3 oxirane rings per triglyceride molecule. In other aspects, the degree of epoxidation may be from 3 to 5 oxirane rings per triglyceride molecule. In a further aspect, the degree of epoxidation may be 4 oxirane rings per triglyceride molecule. ii. Crosslinker
  • the at least one crosslinker is selected from the group consisting of:
  • R 3 is C2-C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group; and n is an integer from 2 to 10;
  • R 4 is C2-C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group;
  • R 5 is C2-C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group; and p is an integer from 2 to 10;
  • R 6 is C2-C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group; and q is an integer from 2 to 10;
  • R 7 is C1-C200 alkyl group, C1-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group;
  • R 8 is C1-C200 alkyl group, C1-C200 heteroalkyl group, C2-C200 alkene group, C2-C200 heteroalkene group, C2-C200 alkyne group, C2-C200 heteroalkyne group, C3-C200 cyclic group, or C2-C200 heterocyclic group; and combinations thereof.
  • the carboxylic acid comprises the structure of formula (II), wherein R 2 is C2-C60 alkyl group, C2-C60 heteroalkyl group, C2-C60 alkene group, or C2-C60 heteroalkene group; and n is an integer from 2 to 10.
  • R 2 may be succinyl, adipoyl, sebacoyl, dilinoleyl, or trilinoleyl.
  • the carboxylic acid comprises the structure of formula (II), wherein n is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the carboxylic acid comprises the structure of formula (II), wherein n is an integer of 2 to 6. In an aspect, the carboxylic acid comprises the structure of formula (II), wherein n is 2, 3, 4, 5, or 6.
  • the carboxylic acid may be selected from the group consisting of citric acid, isocitric acid, aconitic acid, propane- 1,2, 3 -tricarboxylic acid, trimesic acid, carballylic acid, C54 trimer acid, mellitic acid, reaction product of ricinoleic acid and sebacic acid, reaction product of C36 dimer acid, and C36 dimer diol, and combinations thereof.
  • the carboxylic acid may be selected from the group consisting of citric acid, C54 trimer acid, and combinations thereof.
  • the carboxylic acid is a dicarboxylic acid.
  • the dicarboxylic acid may be selected from the group consisting of malonic acid, succinic acid, fumaric acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, tri decanedioic acid, hexadecanedioic acid, C21 dimer acid, C36 dimer acid, hydrogenated C36 dimer acid, aspartic acid, glutamic acid, tartaric acid, malic acid, and combinations thereof.
  • the dicarboxylic acid may be selected from the group consisting of malonic acid, succinic acid, adipic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, C21 dimer acid, C36 dimer acid, hydrogenated C36 dimer acid, and combinations thereof.
  • the dicarboxylic acid is C36 dimer acid.
  • the anhydride comprises the structure of formula (III), wherein R 4 is C2-C10 alkyl group or C2-C10 alkene group. In a further aspect, R 4 is C2-C8 alkyl group.
  • the anhydride may be selected from the group consisting of malonic anhydride, succinic anhydride, maleic anhydride, phthalic anhydride, glutaric anhydride, adipic anhydride, pimelic anhydride, suberic anhydride, azelaic anhydride, sebacic anhydride, undecanedioic anhydride, dodecanedioic anhydride, tridecanedioic anhydride, hexadecanedioic anhydride, C21 dimer acid anhydride, C36 dimer acid anhydride, hydrogenated C36 dimer acid anhydride, aspartic anhydride, glutamic anhydride, tartaric anhydride, malic anhydride, and combinations thereof.
  • the anhydride may be selected from the group consisting of succinic anhydride, adipic anhydride, sebacic anhydride, C36 dimer acid anhydride, hydrogenated C36 dimer acid anhydride, and combinations thereof.
  • the amine comprises the structure of formula (IV), wherein p is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the amine comprises the structure of formula (IV), wherein p is an integer of 2 to 6. In an aspect, the amine comprises the structure of formula (IV), wherein p is 2, 3, 4, 5, or 6.
  • the amine may be selected from the group consisting of 1,2- diaminoethane, propane-1, 3-diamine, butane- 1,4-diamine, pentane- 1,5 -diamine, hexane- 1,6-diamine, 1,7-heptanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, C54 trimer triamine, and combinations thereof.
  • the amine may be selected from the group consisting of hexane-1 ,6-diamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the amine may be selected from the group consisting of include ethylenediamine, 1,3 -diaminopropane (1,3- propanediamine), putrescine (1,4- butanediamine), cadaverine (1,5-pentanediamine), hexamethylenediamine (1,6- hexanediamine), trimethyl- 1,6-hexanediamine, 1,7-heptanediamine, 1,8-octanediamine, 1,9-nonanediamine, 1,10-decanediamine, 1,11 -undecanediamine, 1,12-dodecanediamine, diphenylethylenediamine, 1 ,2-diaminopropane, 1 ,2-diaminocyclohexane, triethylenetetramine, xylylenediamine, phenylenediamine, spermidine, spermine, polyethylenimine, C36 dimer diamine, hydrogenated C36 dimer diamine
  • the amine may be selected from the group consisting of spermidine, spermine, polyethylenimine, and combinations thereof. In other aspects, the amine may be selected from the group consisting of 1,5-pentanediamine, 1,6- hexanediamine, 1,8-octanediamine, 1,10- decanediamine, 1,12-dodecanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the amine may be a diamine.
  • the diamine may be selected from the group consisting of ethylenediamine, 1,3 -diaminopropane (1,3- propanediamine), putrescine (1,4- butanediamine), cadaverine (1,5-pentanediamine), hexamethylenediamine (1,6- hexanediamine), trimethyl- 1,6-hexanediamine, 1,7- heptanediamine, 1,8-octanediamine, 1,9-nonanediamine, 1,10-decanediamine, 1,11- undecanediamine, 1,12-dodecanediamine, diphenylethylenediamine, 1,2-diaminopropane, 1,2-diaminocyclohexane, xylylenediamine, phenylenediamine, polyethylenimine, C36 dimer diamine, hydrogenated C36 dimer diamine, polyethylene glycol)
  • the diamine may be selected from the group consisting of 1,5-pentanediamine, 1,6- hexanediamine, 1,8-octanediamine, 1,10-decanediamine, 1,12-dodecanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the alcohol comprises the structure of formula (V), wherein R 6 is C2- C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, or C2-C200 heteroalkene group; and q is an integer from 2 to 10.
  • the alcohol comprises the structure of formula (V), wherein R 6 is C2-C60 alkyl group, C2-C60 heteroalkyl group, C2-C60 alkene group, or C2-C60 heteroalkene group; and q is an integer from 2 to 10.
  • the alcohol comprises the structure of formula (V), wherein q is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the alcohol comprises the structure of formula (V), wherein q is an integer of 2 to 6. In an aspect, the alcohol comprises the structure of formula (V), wherein q is 2, 3, 4, 5, or 6.
  • the alcohol may be selected from the group consisting of glycerol, diglycerol, polyglycerol, sorbitan, castor oil, hydrogenated castor oil, sugar alcohol, monosaccharide, disaccharides, oligosaccharide, polysaccharides, tannin, gallic acid, gluconic acid, lactobionic acid, gluconolactone, and combinations thereof.
  • the alcohol may be selected from the group consisting of glycerol, diglycerol, polyglycerol, castor oil, hydrogenated castor oil, sorbitol, gallic acid, and combinations thereof.
  • the alcohol may be a diol.
  • the diol may be selected from the group consisting of ethyleneglycol, 1,2-propanediol, 1,3-propanediol, 1,3- butanediol, 1,4-butanediol, 1,2-pentanediol, 1,3 -pentanediol, 1,4-pentanedioll, 1,5- pentanediol, 1,2-hexanediol, 1,5-hexanediol, 1,6-hexanediol, C36 dimer diol, hydrogenated C36 dimer diol, and combinations thereof.
  • the diol may be selected from the group consisting of 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, C36 dimer diol, hydrogenated C36 dimer diol, and combinations thereof.
  • the alcohol is C36 dimer diol.
  • the hydroxyl carboxylic acid may be selected from the group consisting of glycolic acid, lactic acid, salicylic acid, tropic acid, ricinoleic acid, isoricinoleic acid, lesquerolic acid, densipolic acid, auricolic acid, dimorphecolic acid, hydroxy palmitoleic acid, hydroxy palmitic acid, hydroxy oleic acid, 2-hydroxy stearic acid, 12-hydroxy stearic acid, and combinations thereof.
  • the hydroxyl carboxylic acid may be selected from the group consisting of ricinoleic acid, 12-hydroxy stearic acid, and combinations thereof.
  • the amine carboxylic acid may be selected from the group consisting of glycine, P-alanine, 4-aminobutyric acid, 5-aminovaleric acid, 6-aminocaproic acid, 7- aminoheptanoic acid, 8-aminocaprylic acid, aminocaprylic acid, 12-aminolauric Acid, 14- aminotetradecanoic acid, 18-aminostearic acid, lysine, alanine, aspartic acid, glutamic acid, serine, threonine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine and combination thereof.
  • the amine carboxylic acid may be selected from the group consisting of P-alanine, 6-aminocaproic acid, 8-aminocaprylic acid, lysine, and combinations thereof.
  • the amine carboxylic acid may be selected from the group consisting of 3 -aminopropanoic acid, 2-aminobutanoic acid, glycine, alanine, isoleucine, leucine, methionine, phenylalanine, valine, tryptophan, asparagine, glutamine, lysine, glutamic acid, and combinations thereof.
  • the amine carboxylic acid may be selected from the group consisting of 2-aminobutanoic acid, lysine, glutamic acid, and combinations thereof.
  • the molar ratio of the epoxy functional group from the epoxidized molecule to the carboxylic acid functional group (-COOH), the carboxylic anhydride functional group (-COOCO-), the hydroxyl functional group (-OH), or the amine functional group (-NH2) of the crosslinker ranges from 2: 1 to 1 :2.
  • the molar ratio of the epoxy functional group from the epoxidized molecule to the carboxylic acid functional group (-COOH), the carboxylic anhydride functional group (-COOCO-), the hydroxyl functional group (-OH), or the amine functional group (-NH2) is about 2:1, about 1.5: 1, about 1 : 1, about 1 : 1.5, or about 1 :2.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to carboxylic acid functional group (-COOH) in the carboxylic acid comprising the structure of formula (II) is about 1 :2 to about 2: 1 In some aspects, the molar ratio of the epoxy functional group in the at least one epoxidized molecule to carboxylic acid functional group (-COOH) in the carboxylic acid comprising the structure of formula (II) is about 1 :2, about 1 :1.9, about 1 : 1.8, about 1 : 1.7, about 1 : 1.6, about 1 : 1.5, about 1:1.4, about 1:1.3, about 1:1.2, about 1:1.1, about 1:1, about 1.1:1, about 1.2:1, about 1.3:1, about 1.4:1, about 1.5:1, about 1.6:1, about 1.7:1, about 1.8:1, about 1.9:1, or about 2:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to carboxylic acid functional group (-COOH) in the carboxylic acid comprising the structure of formula (II) is about 1 : 1.5 to about 1.5:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the anhydride functional group (-COOCO-) in the anhydride comprising the structure of formula (III) is about 1 : 1 to about 4: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the anhydride functional group (-COOCO-) in the anhydride comprising the structure of formula (III) is about 1:1, about 1.1:1, about 1.15:1, about 1.2:1, about 1.25:1, about 1.3:1, about 1.35:1, about 1.4:1, about 1.45:1, about 1.5:1, about 1.55:1, about 1.6:1, about 1.65:1, about 1.7:1, about 1.75:1, about 1.8:1, about 1.85:1, about 1.9:1, about 1.95:1, about 2:1, about 2.1:1, about 2.2:1, about 2.3:1, about 2.4:1, about 2.5:1, about 2.6:1, about 2.7:1, about 2.8:1, about 2.9:1, about 3:1, about 3.1:1, about 3.2:1, about 3.3:1, about 3.4:1, about 3.5:1, about 3.6:1, about 3.7:1, about 3.8:1, about 3.9:1, or about 4: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the anhydride functional group (-COOCO-) in the anhydride comprising the structure of formula (III) is about 1.33 : 1 to about 3:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the amine functional group (-NH2) in the amine comprising the structure of formula (IV) is about 1 :2 to about 2: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the amine functional group (-NH2) in the amine comprising the structure of formula (IV) is about 1 :2, about 1.1.9, about 1:1.8, about 1:1.7, about 1.1.6, about 1:1.5, about 1:1.4, about 1.1.3, about 1:1.2, about 1:1.1, about 1:1, about 1.1:1, about 1.2:1, about 1.3:1, about 1.4:1, about 1.5:1, about 1.6:1, about 1.7:1, about 1.8:1, about 1.9:1, or about 2:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the amine functional group (-NH2) in the amine comprising the structure of formula (IV) is about 1:1.5 to 1.5:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the hydroxyl functional group (-OH) in the alcohol comprising the structure of formula (V) is about 1 :2 to about 2: 1.
  • the epoxy functional group in the at least one epoxidized molecule to the hydroxyl functional group (-OH) in the alcohol comprising the structure of formula (V) is about 1:2, about 1:1.9, about 1:1.8, about 1:1.7, about 1:1.6, about 1:1.5, about 1:1.4, about 1:1.3, about 1:1.2, about 1:1.1, about 1:1, about 1.1:1, about 1.2:1, about 1.3:1, about 1.4:1, about 1.5:1, about 1.6:1, about 1.7:1, about 1.8:1, about 1.9:1, or about 2:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the hydroxyl functional group (-OH) in the alcohol comprising the structure of formula (V) is about 1:1.5 to 1.5:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the hydroxyl carboxylic acid comprising the structure of formula (VI) is about 1 : 1 to about 4: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the hydroxyl carboxylic acid comprising the structure of formula (VI) is about 1:1, about 1.1:1, about 1.15:1, about 1.2:1, about 1.25:1, about 1.3:1, about 1.35:1, about 1.4:1, about 1.45:1, about 1.5:1, about 1.55:1, about 1.6:1, about 1.65:1, about 1.7:1, about 1.75:1, about 1.8:1, about 1.85:1, about 1.9:1, about 1.95:1, about 2:1, about 2.1:1, about 2.2:1, about 2.3:1, about 2.4:1, about 2.5:1, about 2.6:1, about 2.7:1, about 2.8:1, about 2.9:1, about 3:1, about 3.1:1, about 3.2:1, about 3.3:1, about 3.4:1, about 3.5:1, about 3.6:1, about 3.7:1, about 3.8:1, about 3.9:1, or about 4:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the hydroxyl carboxylic acid comprising the structure of formula (VI) is about 1.33 : 1 to about 3:1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the amine carboxylic acid comprising the structure of formula (VII) is about 1 : 1 to about 4: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the amine carboxylic acid comprising the structure of formula (VII) is about 1:1, about 1.1:1, about 1.15:1, about 1.2:1, about 1.25:1, about 1.3:1, about 1.35:1, about 1.4:1, about 1.45:1, about 1.5:1, about 1.55:1, about 1.6:1, about 1.65:1, about 1.7:1, about 1.75:1, about 1.8:1, about 1.85:1, about 1.9:1, about 1.95:1, about 2:1, about 2.1:1, about 2.2:1, about 2.3:1, about 2.4:1, about 2.5:1, about 2.6:1, about 2.7:1, about 2.8:1, about 2.9:1, about 3:1, about 3.1 :1, about 3.2:1, about 3.3: 1, about 3.4: 1, about 3.5: 1, about 3.6: 1, about 3.7: 1, about 3.8:1, about 3.9:1, or about 4: 1.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (- COOH) in the amine carboxylic acid comprising the structure of formula (VII) is about 1.33:1 to about 3: 1.
  • the elastomer may be crumbled to form a crosslinked polyester elastomer powder.
  • a composition may be prepared by shearing the elastomer, or elastomer with a solvent, as described herein, to form a sheared gel
  • a composition may be prepared by combining the elastomer, as described herein, with a solvent thereby forming a mixture and shearing the mixture.
  • the composition is a gel or a paste.
  • the composition is a gel.
  • the solvent will be as discussed below.
  • the viscosity of the gel may be from about 10 cp to about
  • the viscosity of the gel may be from about 30,000 cp to about 500,000 cp. In some aspects, the viscosity of the gel may be about 10 cp, about 1,000 cp, about 5,000 cp, about 10,000 cp, about 15,000 cp, about 20,000 cp, about 25,000 cp, about 30,000 cp, about 35,000 cp, about 40,000 cp, about 45,000 cp, about 50,000 cp, about 55,000 cp, about 60,000 cp, about 65,000 cp, about 70,000 cp, about 75,000 cp, about 80,000 cp, about 85,000 cp, about 90,000 cp, about 95,000 cp, about 100,000 cp, about 150,000 cp, about 200,000 cp, about 250,000 cp, about 300,000 cp, about 350,000 cp.
  • the gel is comprised of particles of size from about 1 pm to about 500 pm as measured by laser diffraction particle size analyzer. In another aspect, the gel is comprised of particles of size from about 25 pm to about 400 pm. In some aspects, the gel is comprised of particles of size of about 1 pm, about 5 pm, about 10 pm, about 15 pm, about 20 pm, about 25 pm, about 30 pm, about 35 pm, about 40 pm, about 45 pm, about 50 pm, about 75 pm, about 100 pm, about 125 pm, about 150 pm, about 175 pm, about 200 pm, about 225 pm, about 250 pm, about 275 pm, about 300 pm, about 325 pm, about 350 pm, about 375 pm, or about 400 pm.
  • the elastomer may be prepared using the methods described herein.
  • the disclosure also relates to a method of preparing an elastomer comprising reacting at least oe epoxidized molecule (e.g., epoxidized soybean oil) and at least one crosslinker (C36 dimer acid and/or C36 dimer diol) in the presence of a first solvent thereby forming a crosslinking polymer structure.
  • at least oe epoxidized molecule e.g., epoxidized soybean oil
  • at least one crosslinker C36 dimer acid and/or C36 dimer diol
  • the method of preparing the gel, as described herein is produced in an environmentally friendly process.
  • the method of preparing the gel, as described herein utilizes no toxic raw materials.
  • the method of preparing the gel, as described herein generates no toxic side products.
  • the at least one epoxidized molecule is a compound of formula (I) described above.
  • the at least one epoxidized molecule may be an epoxidized vegetable oil described above, e.g., epoxidized soybean oil. ii. Crosslinker
  • the at least one crosslinker is selected from the group consisting of:
  • the carboxylic acid comprises the structure of formula (II), wherein R 2 is C2-C60 alkyl group, C2-C60 heteroalkyl group, C2-C60 alkene group, or C2-C60 heteroalkene group; and n is an integer from 2 to 10.
  • R 2 may be succinyl, adipoyl, sebacoyl, dilinoleyl, or trilinoleyl.
  • the carboxylic acid comprises the structure of formula (II), wherein n is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the carboxylic acid comprises the structure of formula (II), wherein n is an integer of 2 to 6. In an aspect, the carboxylic acid comprises the structure of formual (II), wherein n is 2, 3, 4, 5, or 6.
  • the carboxylic acid may be selected from the group consisting of citric acid, isocitric acid, aconitic acid, propane- 1,2, 3 -tricarboxylic acid, trimesic acid, carballylic acid, C54 trimer acid, mellitic acid, reaction product of ricinoleic acid and sebacic acid, reaction product of C36 dimer acid and C36 dimer diol, and combinations thereof.
  • the carboxylic acid may be selected from the group consisting of citric acid, C54 trimer acid, and combinations thereof.
  • the carboxylic acid is a dicarboxylic acid.
  • the dicarboxylic acid may be selected from the group consisting of malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, tridecanedioic acid, hexadecanedioic acid, C21 dimer acid, C36 dimer acid, hydrogenated C36 dimer acid, aspartic acid, glutamic acid, tartaric acid, malic acid, and combinations thereof.
  • the dicarboxylic acid may be selected from the group consisting of malonic acid, succinic acid, adipic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, C21 dimer acid, C36 dimer acid, hydrogenated C36 dimer acid, and combinations thereof.
  • the dicarboxylic acid is selected from the group consisting of succinic acid, adipic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, C21 dimer acid, C36 dimer acid, hydrogenated C36 dimer acid, and combinations thereof.
  • the carboxylic acid is C36 dimer acid.
  • C36 dimer acid is the dicarboxylic acids prepared by dimerizing unsaturated fatty acids from plant oil.
  • C54 trimer acid is the polycarboxylic acid prepared by trimerizing unsaturated fatty acids from plant oil.
  • the unsaturated fatty acids are palmitoleic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, or linolenic acid.
  • the plant oils are soybean oil, safflower oil, linseed oil, corn oil, sunflower oil, olive oil, canola oil, sesame oil, cottonseed oil, palm oil, rapeseed oil, tung oil, peanut oil, or milkweed oil.
  • the anhydride comprises the structure of formula (III), wherein R 4 is C2-C10 alkyl group or C2-C10 alkene group. In a further aspect, R 4 is C2-C8 alkyl group.
  • the anhydride may be selected from the group consisting of malonic anhydride, succinic anhydride, maleic anhydride, phthalic anhydride, glutaric anhydride, adipic anhydride, pimelic anhydride, suberic anhydride, azelaic anhydride, sebacic anhydride, undecanedioic anhydride, dodecanedioic anhydride, tridecanedioic anhydride, hexadecanedioic anhydride, C21 dimer acid anhydride, C36 dimer acid anhydride, hydrogenated C36 dimer acid anhydride, aspartic anhydride, glutamic anhydride, tartaric anhydride, malic anhydride, and combinations thereof.
  • the anhydride may be selected from the group consisting of succinic anhydride, adipic anhydride, sebacic anhydride, C36 dimer acid anhydride, hydrogenated C36 dimer acid anhydride, and combinations thereof.
  • the C36 dimer diamine is the diamine produced from a C36 dimer acid.
  • the amine comprises the structure of formula (IV), wherein p is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the amine comprises the structure of formula (IV), wherein p is an integer between 2 and 6. In an aspect, the amine comprises the structure of formula (IV), wherein p is 2, 3, 4, 5, or 6.
  • the amine may be selected from the group consisting of 1,2- di ami noethane, propane- 1,3 -di amine, butane- 1,4-diamine, pentane-l,5-diamine, hexane- 1,6-diamine, 1,7-heptanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, C54 trimer triamine, and combinations thereof.
  • the amine may be selected from the group consisting of hexane-l,6-diamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the amine may be selected from the group consisting of include ethylenediamine, 1,3 -diaminopropane (1,3- propanediamine), putrescine (1,4- butanediamine), cadaverine (1,5-pentanediamine), hexamethylenediamine (1,6- hexanediamine), trimethyl- 1,6-hexanediamine, 1,7-heptanediamine, 1,8-octanediamine, 1,9-nonanediamine, 1,10-decanediamine, 1,11 -undecanediamine, 1,12-dodecanediamine, diphenylethylenediamine, 1 ,2-diaminopropane, 1 ,2-diaminocyclohexane, triethylenetetramine, xylylenediamine, phenylenediamine, spermidine, spermine, polyethylenimine, C36 dimer diamine, hydrogenated C36 dimer diamine
  • the amine may be selected from the group consisting of spermidine, spermine, polyethylenimine, and combinations thereof. In other aspects, the amine may be selected from the group consisting of 1,5-pentanediamine, 1,6- hexanediamine, 1,8-octanediamine, 1,10- decanediamine, 1,12-dodecanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the amine may be a diamine.
  • the diamine may be selected from the group consisting of ethylenediamine, 1,3 -diaminopropane (1,3- propanediamine), putrescine (1,4- butanediamine), cadaverine (1,5-pentanediamine), hexamethylenediamine (1,6- hexanediamine), trimethyl- 1,6-hexanediamine, 1,7- heptanediamine, 1,8-octanediamine, 1,9-nonanediamine, 1,10-decanediamine, 1,11- undecanediamine, 1,12-dodecanediamine, diphenylethylenediamine, 1,2-diaminopropane, 1,2-diaminocyclohexane, xylylenediamine, phenylenediamine, polyethylenimine, C36 dimer diamine, hydrogenated C36 dimer diamine, polyethylene glycol)
  • the diamine may be selected from the group consisting of 1,5-pentanediamine, 1,6- hexanediamine, 1,8-octanediamine, 1,10-decanediamine, 1,12-dodecanediamine, C36 dimer diamine, hydrogenated C36 dimer diamine, and combinations thereof.
  • the alcohol comprises the structure of formula (V), wherein R 6 is C2- C200 alkyl group, C2-C200 heteroalkyl group, C2-C200 alkene group, or C2-C200 heteroalkene group; and q is an integer from 2 to 10.
  • the alcohol comprises the structure of formula (V), wherein R 6 is C2-C60 alkyl group, C2-C60 heteroalkyl group, C2-C60 alkene group, or C2-C60 heteroalkene group; and q is an integer from 2 to 10.
  • the alcohol comprises the structure of formula (V), wherein q is 2, 3, 4, 5, 6, 7, 8, 9, or 10. In an aspect, the alcohol comprises the structure of formula (V), wherein q is an integer from 2 to 6. In an aspect, the alcohol comprises the structure of formula (V), wherein q is 2, 3, 4, 5, or 6.
  • the alcohol may be selected from the group consisting of glycerol, diglycerol, polyglycerol, sorbitan, castor oil, hydrogenated castor oil, sugar alcohol, monosaccharide, disaccharides, oligosaccharide, polysaccharides, tannin, gallic acid, gluconic acid, lactobionic acid, gluconolactone, and combinations thereof.
  • the alcohol may be selected from the group consisting of glycerol, diglycerol, polyglycerol, castor oil, hydrogenated castor oil, sorbitol, gallic acid, and combinations thereof.
  • the alcohol may be selected from the group consisting of glycerol, diglycerol, polyglycerol, castor oil, hydrogenated castor oil, sorbitol, and combinations thereof.
  • the alcohol may be a diol.
  • the diol may be selected from the group consisting of ethyleneglycol, 1,2-propanediol, 1,3-propanediol, 1,3- butanediol, 1,4-butanediol, 1,2-pentanediol, 1,3 -pentanediol, 1,4-pentanedioll, 1,5- pentanediol, 1,2-hexanediol, 1,5-hexanediol, 1,6-hexanediol, C36 dimer diol, hydrogenated C36 dimer diol, and combinations thereof.
  • the diol may be selected from the group consisting of 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, C36 dimer diol, hydrogenated C36 dimer diol, and combinations thereof.
  • the diol may be selected from the group consisting of 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6- hexanediol, C36 dimer diol, and combinations thereof.
  • the alcohol is C36 dimer diol.
  • C36 dimer diol is a diol produced from C36 dimer acid.
  • the hydroxyl carboxylic acid may be selected from the group consisting of glycolic acid, lactic acid, salicylic acid, tropic acid, ricinoleic acid, isoricinoleic acid, lesquerolic acid, densipolic acid, auricolic acid, dimorphecolic acid, hydroxy palmitoleic acid, hydroxy palmitic acid, hydroxy oleic acid, 2-hydroxy stearic acid, 12-hydroxy stearic acid, and combinations thereof.
  • the hydroxyl carboxylic acid may be selected from the group consisting of ricinoleic acid, 12-hydroxy stearic acid, and combinations thereof.
  • the amine carboxylic acid may be selected from the group consisting of glycine, P-alanine, 4-aminobutyric acid, 5-aminovaleric acid, 6-aminocaproic acid, 7- aminoheptanoic acid, 8-aminocaprylic acid, aminocaprylic acid, 12-aminolauric Acid, 14- aminotetradecanoic acid, 18-aminostearic acid, lysine, alanine, aspartic acid, glutamic acid, serine, threonine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine and combination thereof.
  • the amine carboxylic acid may be selected from the group consisting of P-alanine, 6-aminocaproic acid, 8-aminocaprylic acid, lysine, and combinations thereof. [0088] In an aspect, the amine carboxylic acid may be selected from the group consisting of 3 -aminopropanoic acid, 2-aminobutanoic acid, glycine, alanine, isoleucine, leucine, methionine, phenylalanine, valine, tryptophan, asparagine, glutamine, lysine, glutamic acid, and combinations thereof. In a further aspect, the amine carboxylic acid may be selected from the group consisting of 2-aminobutanoic acid, lysine, glutamic acid, and combinations thereof. iii. Ratio
  • the molar ratio of the epoxy functional group from the epoxidized molecule to the carboxylic acid functional group (-COOH), the carboxylic anhydride functional group (-COOCO-), the hydroxyl functional group (-OH), or the amine functional group (-NH2) of the crosslinker is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to carboxylic acid functional group (-COOH) in the carboxylic acid comprises the structure of formula (II) is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the anhydride functional group (-COOCO-) in the anhydride comprises the structure of formula (III) is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the amine functional group (-NH2) in the amine comprises the structure of formula (IV) is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the hydroxyl functional group (-OH) in the alcohol comprises the structure of formula (V) is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the hydroxyl carboxylic acid comprises the structure of formula (VI) is described above.
  • the molar ratio of the epoxy functional group in the at least one epoxidized molecule to the carboxylic acid functional group (-COOH) in the amine carboxylic acid comprises the structure of formula (VII) is described above.
  • the reaction may further occur in the presence of at least one catalyst.
  • the at least one catalyst may be selected from the group consisting of methanesulfonic acid, p-toluenesulfonic acid, benzene sulfonic acid, sulfuric acid, amidosulfonic acid, sulfamic acid, sodium bisulfate, phosphoric acid, hydrochloric acid, hydrobromic acid, nitric acid, sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, potassium methoxide, potassium ethoxide, bismuth neodecanoate, bismuth(III) citrate, bismuth(III) chloride, bismuth(III) acetate, bismuth(III) phosphate, tin chloride, tin-pyrone, dibutyltin dilaurate, di-nbutyl-oxo- stannane, butyl stannoi
  • the solvent may be biobased or naturally derived.
  • the first solvent may be a triglyceride solvent, a mono-ester solvent, a di-ester solvent, a citrate ester solvent, an ether solvent, a carbonate solvent, a hydrocarbon solvent, a silicone solvent, and combinations thereof.
  • the solvent may be a triglyceride.
  • the triglyceride solvent may be a compound of formula (VIII) wherein R 9 , R 10 , and R 11 are independently C1-C35 alkyl group, C1-C35 heteroalkyl group,
  • the compound of formula (VIII), wherein R 9 , R 10 , and R 11 are independently C5-C17 alkyl group or C5-C17 alkene group.
  • the triglyceride solvent may be selected from the group consisting of caprylic/capric triglyceride, triheptanoin, corn oil, soybean oil, olive oil, rape seed oil, cotton seed oil, coconut oil, almond oil, argon oil, rosehip oil, black seed oil, grape seed oil, avocado oil, apricot kernel oil, geranium oil, lavender oil, rosehip oil, macadamia oil, eucalyptus oil, sardine oil, herring oil, safflower oil, linseed oil, sunflower oil, olive oil, canola oil, sesame oil , cottonseed oil, palm oil, rapeseed oil, tung oil, fish oil, peanut oil, cuphea oil, milkweed oil, salicornia oil, whale oil, castor oil, and combinations thereof.
  • the triglyceride solvent may be selected from the group consisting of caprylic/capric triglyceride, triheptanoin, corn oil, soybean
  • the solvent may be a mono-ester.
  • the mono-ester solvent may be a compound of formula (IX) wherein
  • R 12 is C1-C35 alkyl group, C1-C35 heteroalkyl group, C2-C35 alkene group, or C2- C35 heteroalkene group;
  • R 13 is H, C1-C35 alkyl group, C1-C35 heteroalkyl group, C2-C35 alkene group, or C2- C35 heteroalkene group.
  • the mono-ester solvent may be selected from the group consisting of coco-caprylate/caprate, coco-caprylate, coco-caprate, jojoba oil, jojoba esters, isopropyl jojobate, ethyl macadamiate, isoamyl laurate, heptyl undecylenate, methylheptyl isostearate, isostearyl isostearate, glyceryl ricinoleate, isostearyl palmitate, myristyl myristate, octyldodecyl myristate, octyldodecyl hydroxystearate, butyl myristate, ethylhexyl cocoate, ethylhexyl palmitate, ethylhexyl stearate, butyl stearate, decyl oleate, isocetyl behenate
  • the mono-ester solvent may be selected from the group consisting of coco-caprylate/caprate, coco-caprylate, jojoba oil, isoamyl laurate, methylheptyl isostearate, C12-C13 alkyl lactate, C12-C15 alkyl lactate, ethylhexyl isononanoate, cetyl ethylhexanoate, isononyl isononanoate, isodecyl ethylhexanoate, isodecyl isononanoate, tridecyl ethylhexanoate, isotridecyl isononanoate, isostearyl isononanoate, cetearyl isononanoate, and combinations thereof.
  • the mono-ester solvent may be selected from the group consisting of coco-caprylate/caprate, coco-caprylate, isoamyl laurate, isononyl isononanoate, heptyl undecylenate, jojoba oil, jojoba esters, and combinations thereof.
  • the mono-ester solvent is coco-caprylate/caprate.
  • the solvent may be a di-ester solvent.
  • the di-ester solvent may be a compound of formula (X), formula (XI), or formula (XII) wherein
  • R 14 is C1-C35 alkyl group, C1-C35 heteroalkyl group, C2-C35 alkene group, or C2- C35 heteroalkene group; and ⁇
  • R 15 and R 16 are independently H, C1-C35 alkyl group, C1-C35 heteroalkyl group, C2-C35 alkene group, or C2-C35 heteroalkene group.
  • the di-ester solvent may be selected from the group consisting of diethyl succinate, dibutyl succinate, diethyhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, diisostearyl dimer, diisostearyl malate, isostearyl stearoyl stearate, isocetyl stearoyl stearate, octyldodecyl stearoyl stearate, diethylhexyl malate, diethylhexyl maleate, dipropylene glycol dibenzoate, dicapryl adipate, dicaprylyl maleate, diisopropyl dimer, diisopropyl adipate, diisobutyl adipate, diisopropyl sebacate, diisostearyl dimer, diethyhexyl
  • the di-ester solvent may be selected from the group consisting of dicapryl adipate, dicaprylyl maleate, diisopropyl adipate, diisobutyl adipate, diethyl succinate, dibutyl succinate, diethyhexyl succinate, diisopropyl sebacate, dimethyl sebacate, diethyl sebacate, dibutyl sebacate, neopentyl glycol diethylhexanoate, neopentyl glycol diheptanoate, and combinations thereof.
  • the solvent may be a citrate ester.
  • the citrate ester may be a compound of formula (XIII) wherein R 17 , R 18 , R 19 , and R 20 are independently H, C1-C35 alkyl group, C1-C35 heteroalkyl group, C2-C35 alkene group, or C2-C35 heteroalkene group.
  • the citrate ester solvent may be a compound selected from the group consisting of tricaprylyl citrate, triisostearyl citrate, triisocetyl citrate, tri octyl dodecyl citrate, triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, trioctyldodecyl citrate, triisocetyl citrate, and combinations thereof.
  • the solvent may be an ether solvent.
  • the ether solvent may be a compound of formula (XIV) wherein
  • R 21 and R 22 are independently H, C2-C20 alkyl group, C2-C20 heteroalkyl group, C2-C20 alkene group, or C2-C20 heteroalkene group.
  • the ether solvent may be selected from the group consisting of dicaprylyl ether, didecyl ether, panthenyl ethyl ether, dicetyl ether, dimyristyl ether, distearyl ether, distearyl ether, dilauryl ether, and combinations thereof.
  • the ether solvent may be selected from the group consisting of dicaprylyl ether, didecyl ether, and combinations thereof.
  • the solvent may be a carbonate solvent.
  • the carbonate solvent may be a compound of formula (XV) wherein
  • R 23 and R 24 are independently H, C2-C20 alkyl group, C2-C20 heteroalkyl group, C2-C20 alkene group, or C2-C20 heteroalkene group.
  • the compound of formula (XV), wherein R 23 and R 24 are independently C2-C20 alkyl group.
  • the carbonate solvent may be selected from the group consisting of dicaprylyl carbonate, diethylhexyl carbonate, and combinations thereof.
  • the hydrocarbon solvent is selected from the group consisting of famesene, hydrogenated farnesene, coconut alkanes, coconut/palm kernel alkanes, C9-C12 alkane, C10-C13 alkane, C12-C17 alkane, C13-C14 alkane, C13-C15 alkane, C14-C17 alkane, C14-C19 alkane, C14-C20 alkane, C14-C22 alkane, C15-C19 alkane, C21-C28 alkane, C17-C23 alkane, C9-C12 isoalkane, C9-C13 isoalkane, C9-C14 isoalkane, C9-C16 isoalkane, C10-C11 isoalkane, C10-C12 isoalkane, C10-C13 isoalkane, C11-C12 isoalkane, C11-C12 isoalkane, C11-C12 iso
  • hydrocarbon solvent is selected from the group consisting of famesene, hydrogenated farnesene, coconut alkanes, C9-C12 alkane, C13-C15 alkane, C14-C19 alkane, C14-C20 alkane, C14-C22 alkane, C15-C19 alkane, C13-C16 isoalkane, dodecane, undecane, tridecane, tetradecane, pentadecane, hexadecane, octadecane, squalane, isododecane, isohexadecane, and combinations thereof.
  • the solvent may be a silicone solvent.
  • the silicone solvent may be selected from the group consisting of dimethicone, phenyl dimethicone, caprylyl methicone, ethyl trisiloxane, cyclotetrasiloxane, cyclopentasiloxane, cyclohexasiloxane, and combinations thereof.
  • the amount of the first solvent in the reaction may be present from about 10% to about 70% of the total weight of the epoxidized vegetable oil, the crosslinker, and the solvent. In an aspect, the amount of the first solvent in the reaction may be present from about 20% to about 70% of the total weight of the epoxidized vegetable oil, the crosslinker, and the solvent. In a further aspect, the amount of the solvent present may be from about 30% to about 50% of the total weight of the epoxidized vegetable oil, the crosslinker, and the solvent.
  • the amount of the solvent present may be about 10%, about 15%, about 20%, about 25%, about 30%, about 35%, about 40%, about 45%, about 50%, about 55%, about 60%, about 65%, or about 70% of the total weight of the epoxidized vegetable oil, the crosslinker, and the solvent. d. Temperature
  • the reaction can occur at a temperature from about 10 °C to about 250 °C. In an aspect, the reaction may occur at a temperature from about 15 °C to about 250 °C, from about 15 °C to about 225 °C, from about 20 °C to about 220 °C, from about 25 °C to about 200 °C, from about 25 °C to about 175 °C, from about 20 °C to about 175 °C, or from about 20 °C to about 150 °C. In a further aspect, the reaction can occur at a temperature from about 25 °C to about 200 °C. In yet a further aspect, the reaction can occur at a temperature from about 20 °C to about 150 °C.
  • the reaction can occur at a temperature of about 10 °C, about 15 °C, about 20 °C, about 25 °C, about 30 °C, about 35 °C, about 40 °C, about 45 °C, about 50 °C, about 55 °C, about 60 °C, about 65 °C, about 70 °C, about 75 °C, about 80 °C, about 85 °C, about 90 °C, about 95 °C, about 100 °C, about 105 °C, about 110 °C, about 115 °C, about 120 °C, about 125 °C, about 130 °C, about 135 °C, about 140 °C, about 145 °C, about 150 °C, about 155 °C, about 160 °C, about 165 °C, about 170 °C, about 175 °C, about 180 °C, about 185 °C, about 190 °C, about 195 °C, about 200
  • the reaction time can be from about 4 hours to about 100 hours. In some aspects, the reaction time can be from about 4 hours to about 80 hours, from about 4 hours to about 50 hours, from about 4 hours to about 25 hours, from about 8 hours to about 25 hours, or from about 8 hours to about 24 hours. In another aspect, the reaction time can be about 4, about 10, about 15, about 20, about 25, about 30, about 35, about 40, about 45, about 50, about 55, about 60, about 65, about 70, about 75, about 80, about 85, about 90, about 95, or about 100 hours. In yet another aspect, the reaction time can be about 8, about 10, about 12, about 14, about 16, about 18, about 20, about 22, or about 24 hours. In one aspect, the reaction time is about 12 hours to about 80 hours. f. Swelling the Crosslinking Polymer Structure
  • the method can further comprise (i) combining the crosslinking polymer structure with a second solvent thereby forming a swollen crosslinking polymer structure and (ii) subjecting the swollen crosslinking polymer structure to shear force thereby forming a uniform polyester elastomer which can be processed into a gel.
  • the second solvent can be one or more of the first solvents listed above.
  • the amount of the second solvent in the method may be from about 100 wt.% to about 900 wt.% of the crosslinking polymer. In another aspect, the amount of the second solvent in the method may be about 100 wt.%, about 150 wt.%, about 200 wt.%, about 250 wt.%, about 300 wt.%, about 350 wt.%, about 400 wt.%, about 450 wt.%, about 500 wt.%, about 550 wt.%, about 600 wt.%, about 650 wt.%, about 700 wt.%, about 750 wt.%, about 800 wt.%, about 850 wt.%, or about 900 wt.% of the crosslinking polymer. In an aspect, the amount of the second solvent can be dependent on the crosslinking polymer structure. i. Shear Force
  • the shear force may be provided by any type of mixing and shearing equipment.
  • the mixing and shearing equipment may be batch mixer, planetary mixer, single or multiple screw extruder, dynamic or static mixer, colloid mill, homogenizer, sonolator, or a combination thereof.
  • the products of the present disclosure may be formulated into a personal care formulation.
  • the personal care formulation may be a cosmetic or a medical product.
  • the personal care formulation further comprises a preservative, an antioxidant, a chelating agent, a gum or thickener, an oil, a wax, a fragrance, an essential oil, an emulsifier, a surfactant, and combinations thereof.
  • the personal care formulation may be formulated with a preservative, an antioxidant, a chelating agent, a gum or thickener, an oil, a wax, a fragrance, an essential oil, an emulsifier, a surfactant, and combinations thereof.
  • the products of the present disclosure may be added to formulations comprising make-ups, color cosmetics, foundations, blushes, lipsticks, lip balms, eyeliners, mascaras, oil removers, color cosmetic removers, and powders
  • the products of the present disclosure may function as delivery systems for oil and water soluble substances such as vitamins.
  • the products of the present disclosure are compatible with a particulate additive.
  • the particulate additive is an inorganic particulate, polymeric latex, and/or a pigment.
  • the polymers are capable of suspending these particles for a prolonged period in personal care formulations.
  • the resulting material is usually a high viscosity cream with good feel characteristics and high absorbance of volatile solvents.
  • the emulsion can then be blended into personal care formulations for hair care, skin care, and the like.
  • the personal care formulation can be a personal care application including deodorants, antiperspirants, antiperspirant/deodorants, shaving products, skin lotions, moisturizers, toners, bath products, cleansing products, hair care products such as shampoos, conditioners, mousses, styling gels, hair sprays, hair dyes, hair color products, hair bleaches, waving products, hair straighteners, manicure products (e.g., nail polish, nail polish remover, nail creams and lotions, cuticle softeners), protective creams (e.g., sunscreen, insect repellent and anti-aging products), color cosmetics (e.g., lipsticks, foundations, face powders, eye liners, eye shadows, blushes, makeup, and mascaras).
  • the personal care application can also be a drug delivery system for topical application of a medicinal composition that can be applied to the skin.
  • the personal care formulation further comprises one or more personal care ingredients.
  • suitable personal care ingredients include, without limit, emollients, moisturizers, humectants, pigments (e.g., pearlescent pigments such as bismuth oxychloride and titanium dioxide coated mica), colorants, fragrances, biocides, preservatives, antioxidants, anti-fungal agents, antiperspirant agents, exfoliants, hormones, enzymes, medicinal compounds, vitamins, salts, electrolytes, alcohols, polyols, absorbing agents for ultraviolet radiation, botanical extracts, surfactants, silicone oils, organic oils, waxes, film formers, thickening agents (e.g., fumed silica or hydrated silica), particulate fillers (e.g., talc, kaolin, starch, modified starch, mica, nylon, clays, such as, for example, bentonite and organo-modified clays).
  • particulate fillers e.g., talc, kaolin,
  • the one or more personal care components included in the personal care formulations are selected from the group consisting of a humectant, emollient, moisturizer, pigment, colorant, fragrance, biocide, preservative, antioxidant, anti-fungal agent, antiperspirant agent, exfoliant, hormone, enzyme, medicinal compound, vitamin, salt, electrolyte, alcohol, polyol, absorbing agent for ultraviolet radiation, botanical extract, surfactant, silicone oil, organic oil, wax, film former, and thickening agent.
  • the one or more emollients is selected from the group consisting of triglyceride esters, wax esters, alkyl or alkenyl ester of fatty acids, polyhydric alcohol esters, and mixtures thereof.
  • the one or more personal care components is a silicone oil, an organic oil, or mixtures thereof.
  • the personal care formulation is an antiperspirant composition that comprises a polymer composition or product described herein and one or more active antiperspirant agents.
  • Suitable antiperspirant agents include, but are not limited to, the Category I active antiperspirant ingredients listed in the U.S. Food and Drug Administration's Oct.
  • the personal care formulation is a skin care composition
  • a skin care composition comprising a polymer composition or product described herein, and a vehicle, such as a silicone oil or an organic oil.
  • the skin care composition can also include emollients, such as triglyceride esters, wax esters, alkyl or alkenyl esters of fatty acids or polyhydric alcohol esters, pigments, vitamins (e.g., Vitamin A, Vitamin C and Vitamin E), sunscreen or sunblock compounds (e.g., titanium dioxide, zinc oxide, oxybenzone, octylmethoxy cinnamate, butylmethoxy dibenzoylm ethane, p-aminobenzoic acid and octyl dimethyl-p- aminobenzoic acid).
  • emollients such as triglyceride esters, wax esters, alkyl or alkenyl esters of fatty acids or polyhydric alcohol esters, pigments, vitamins (e.g.
  • the personal care formulation is a color cosmetic composition such as a lipstick, a makeup or mascara.
  • the color cosmetic composition comprises a polymer composition or product described herein and a coloring agent (e.g., pigment, water-soluble dye, or liposoluble dye).
  • the personal care formulation comprises a thermoset elastomer described herein and fragrant materials.
  • the fragrant materials can be fragrant compounds, encapsulated fragrant compounds or fragrance releasing compounds that either the neat compounds or are encapsulated.
  • the disclosure relates to the use of a gel composition described herein for personal care formulations.
  • the personal care formulations can be any described above, including personal care applications.
  • Example 1 Polymerization from epoxidized soybean oil and dicarboxylic acid to prepare polymer elastomer
  • Example 3 Polymerization from epoxidized soybean oil and diamine to prepare polymer elastomer
  • Example 4 Polymerization from epoxidized soybean oil, hydroxylstearic acid and diacid to prepare polymer elastomer
  • Example 7 Preparation of a natural water/oil foundation
  • phase A Mix phase A and heat to 50°C. Wet powders with solvents and homogenize until smooth. Add to the rest of phase B and heat to 50°C. Slowly add phase A to phase B while mixing. Homogenize phase A+B. Cool down and add phase°C.
  • Example 8 Preparation of a matte lipstick with pigments
  • Example 10 Preparation of a moisturizing skin cream [0153] Mix all the ingredients of phase A, heat to 75 °C. Mix all the ingredients of phase B, heat to 70 °C. Add phase B to phase A with intensive stirring. Homogenize the mixture for 1-2 minutes. Cool to 50 °C under gentle stirring. Add preservative and fragrance as desired, and mix well.

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US5654362A (en) 1996-03-20 1997-08-05 Dow Corning Corporation Silicone oils and solvents thickened by silicone elastomers
US5760116A (en) 1996-09-05 1998-06-02 General Electric Company Elastomer gels containing volatile, low molecular weight silicones
US5811487A (en) 1996-12-16 1998-09-22 Dow Corning Corporation Thickening silicones with elastomeric silicone polyethers
US6423322B1 (en) 1999-05-22 2002-07-23 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
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